(S)-3,3'-Bis(9-anthracenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate

Name: (S)-3,3'-Bis(9-anthracenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate
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CAS No. 361342-52-1
Cat. No. CS-B0725
Purity≥95%
MDL No.None

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(S)-3,3'-Bis(9-anthracenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate|CS-B0725

Structure of 361342-52-1

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Description

(S)-3,3'-Bis(9-anthracenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate features a chiral binaphthyl backbone with anthracenyl substituents flanking a phosphoryl group, delivering high rigidity and defined spatial orientation. This configuration enables precise stereochemical control in asymmetric catalysis and molecular recognition applications.

Application

(S)-3,3'-Bis(9-anthracenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate serves as a chiral phosphoric acid catalyst in asymmetric synthesis, enabling enantioselective transformations such as Friedel-Crafts alkylations and Mannich reactions. Its rigid binaphthyl backbone with anthracene appendages enhances π-stacking interactions and stereocontrol, while the hydrogenphosphate group offers tunable acidity and improved solubility. The compound exhibits excellent bench stability and facilitates high enantiomeric excesses in established protocols.

General Information

CAS No. 361342-52-1
Cat. No. CS-B0725
Purity ≥95%
MDL No. None
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄₈H₂₉O₄P
Molecular Weight 700.72
Synonym(s) S-3,3'-Bis(9-anthracenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate
SMILES OP1(OC2=C(C3=CC=CC=C3C=C2C4=C5C(C=CC=C5)=CC6=C4C=CC=C6)C7=C([C@@]([C@@]8=C(C=CC=C9)C9=CC%10=C8C=CC=C%10)=CC%11=CC=CC=C7%11)O1)=O

Computational Chemistry Data

TPSA 55.76
LogP 13.4784
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 2

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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(S)-3,3'-Bis(9-anthracenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate

CAS No. 361342-52-1

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